Sinbad
Source: https://comedycentral.mtvnimages.com
This actor-comedian had a pretty good career in the 90s. But in recent years, things seemed to have deteriorated. After filing for bankruptcy twice, Sinbad was reportedly in the red for around $11 million. Fortunately by 2017, his net worth rose to $4 million. Still, not much as his net worth in the 90s. He has had several ups and downs since then. In 2013, he told Oprah in an interview that he had no regrets. “I didn’t buy Bentleys, I didn’t live large,” he mentioned. “I invested in me. I invested in a lot of people. I would not change it. I would not go back.” Forward on, Sinbad.